2,5-bis(hydroxymethyl)thiophene | 6007-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2,5-bis(hydroxymethyl)thiophene
• 英文别名: [5-(Hydroxymethyl)-2-thienyl]methanol；[5-(hydroxymethyl)thiophen-2-yl]methanol
• CAS: 6007-86-9
• 化学式: C₆H₈O₂S
• mdl: MFCD06202749
• 分子量: 144.194
• InChiKey: FLMGKLCSPCZCKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  68.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2,5-bis(hydroxymethyl)thiophene 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2,5-bis(aminomethyl) thiophene
  参考文献：
  名称：

  Thiophene-Based Two-Dimensional Dion–Jacobson Perovskite Solar Cells with over 15% Efficiency

  摘要：

  Two-dimensional (2D) perovskites are emerging photovoltaic materials because of their highly tunable photophysical properties and improved environmental stability in comparison with 3D perovskites. Here, a thiophene-based bulky dication spacer, namely, 2,5-thiophenedimethylammonium (ThDMA), was developed and applicated in 2D Dion-Jacobson (DJ) perovskite. High-quality 2D DJ perovskite, (ThDMA)(MA)(n-1)PbnI3n+1 (nominal n = 5), with improved crystallinity, preferred vertical orientation, and enlarged spatially resolved carrier lifetime could be achieved by a one-step method using a mixed solvent of DMF/DMSO (v/v, 9:1). The optimized device exhibits a high efficiency of 15.75%, which is a record for aromatic spacer-based 2D DJ perovskite solar cells (PSCs). Moreover, the unencapsulated 2D DJ perovskite devices sustained over 95% of their original efficiency after storage in N-2 for 1655 h. Importantly, both the light-soaking stability and thermal stability (T = 80 degrees C) of the 2D DJ perovksite devices are dramatically improved in comparison with their 3D counterparts. These results indicate that highly efficient and stable 2D DJ PSCs could be achieved by developing thiophene-based aromatic spacers as well as device engineering.

  DOI：

  10.1021/jacs.0c03363
• 作为产物：
  描述：

  2,5-bis(acetoxymethyl)thiophene 在 乙醇 、 sodium ethanolate 作用下， 生成 2,5-bis(hydroxymethyl)thiophene
  参考文献：
  名称：

  Griffing; Salisbury, Journal of the American Chemical Society, 1948, vol. 70, p. 3416,3418

  摘要：

  DOI：

文献信息

• Drugs for diabetes
  申请人：——

  公开号：US20040023890A1

  公开（公告）日：2004-02-05

  Use for the diabetes treatment of compounds or salts thereof, having the following general formula (I): A-(B) b0 —(C) c0 —NO 2 wherein A contains the radical of a drug having an antiiflammatory or analgesic activity, B is a bivalen: linking group wherein the precursor must meet the tests described in the application, C is a a bivalent linking group as defined in the invention.

  用于治疗糖尿病的化合物或其盐，具有如下通用公式（I）：A-(B) b0 —(C) c0 —NO 2 其中A含有具有抗炎或镇痛活性的药物的自由基，B是一个双价连接基团，其中前体必须符合本申请中描述的测试，C是如发明中定义的双价连接基团。
• Optically probing the localized to delocalized transition in Mo₂–Mo₂ mixed-valence systems
  作者：Yi Yang Wu、Miao Meng、Gang Yi Wang、Pengju Feng、Chun Y. Liu

  DOI：10.1039/c7cc00119c

  日期：——

  A transition of mixed-valence systems from Class II to Class III crossing the Class II-III borderline is achieved by four thienylene-bridged Mo2 dimers, and is probed using spectral parameters of intervalence charge transfer absorption (band energy, intensity and shape). This study offers fresh and detailed observations of optical behaviors of MV compounds in different regimes.

  混合价系统从II类过渡到III类跨越II-III类边界的过渡是通过四个噻吩桥联的Mo 2二聚体实现的，并使用间隔电荷转移吸收的光谱参数（能带，强度和形状）进行探测。这项研究提供了MV化合物在不同情况下的光学行为的新鲜和详细的观察。
• Synthesis of novel dimers containing cholesterol and ergosterol using click reaction and their anti-proliferative effects
  作者：Ali Osman Karatavuk、H. R. Ferhat Karabulut

  DOI：10.1007/s00706-020-02594-6

  日期：2020.5

  containing cholesterol and ergosterol using click reaction and to perform biologic evaluations. For this purpose, cholesterol and ergosterol were converted to their esters. Three ergosterol esters were reported as novel compounds. To be used as linkers, furan and thiophene derivatives containing azide groups were synthesized. Of these, 2,5-bis(azidomethyl)thiophene was reported to be a novel compound. The obtained

  摘要这项研究旨在通过点击反应实现包含胆固醇和麦角固醇的二聚体的合成，并进行生物学评估。为此，胆固醇和麦角固醇被转化为它们的酯。据报道三种麦角固醇酯是新型化合物。为了用作连接基，合成了具有叠氮基的呋喃和噻吩衍生物。其中，据报道2，5-双（叠氮甲基）噻吩是新型化合物。使用点击反应将获得的化合物转化为二聚体，结果获得了12个新颖的二聚体。检查合成的化合物以评估其对MCF-7和HT29癌细胞以及MEF健康细胞的生物学活性。生物学评估的结果是，针对MCF-7癌细胞系最有效的化合物是[2，浓度为205.06 µM的H -1,2,3-三唑-4-戊酸酯）和[2,5-呋喃二甲双（亚甲基）] bis（麦角甾醇5,7,22-三烯-3-基1 H -1,2，浓度为159.5 µM的3-三唑-4-丙酸酯）对于HT29癌细胞系最有效。 图形摘要
• Modular Synthesis of Diverse Natural Product-Like Macrocycles: Discovery of Hits with Antimycobacterial Activity
  作者：Mark Dow、Francesco Marchetti、Katherine A. Abrahams、Luis Vaz、Gurdyal S. Besra、Stuart Warriner、Adam Nelson

  DOI：10.1002/chem.201701150

  日期：2017.5.29

  enabled systematic variation of the macrocyclic scaffolds prepared. The approach was demonstrated in the synthesis of 17 diverse natural product-like macrocyclic scaffolds of varied (12-20-membered) ring size. The biological relevance of the chemical space explored was demonstrated through the discovery of a series of macrocycles with significant antimycobacterial activity.

  开发了一种模块化合成方法，其中所用结构单元三联体的变化使得制备的大环支架能够系统变化。该方法在 17 种具有不同环尺寸（12-20 元）的不同天然产物类大环支架的合成中得到了证明。通过发现一系列具有显着抗分枝杆菌活性的大环化合物，证明了所探索的化学空间的生物学相关性。
• FLAME RETARDANT
  申请人：Fleckenstein Christoph

  公开号：US20120252911A1

  公开（公告）日：2012-10-04

  Use of a phosphorus compound of the formula (I) as flame retardant, where the definitions of the symbols in the formula (I) are as follows: A is one of the following groups: Y is —P(═X 2 ) S R 3 R 4 , H, a straight-chain or branched C 1 -C 12 -alkyl group, C 5 -C 6 -cycloalkyl, C 6 -C 12 -aryl, or benzyl, where the four last-mentioned groups are unsubstituted or have substitution by one or more radicals from the group of C 1 -C 4 -alkyl or C 1 -C 4 -alkenyl; R 1 , R 2 , R 3 , and R 4 are identical or different and are hydrogen, OH, C 1 -C 16 -alkyl, C 1 -C 16 -alkenyl, C 1 -C 16 -alkoxy, C 1 -C 16 -alkenoxy, C 3 -C 10 -cycloalkyl, C 3 -C 10 -cycloalkoxy, C 6 -C 10 -aryl, C 6 -C 10 -aryloxy, C 6 -C 10 -aryl-C 1 -C 16 -alkyl, C 6 -C 10 -aryl-C 1 -C 16 -alkoxy, SR 9 COR 10 , COOR 11 , CONR 12 R 13 or two radicals R 1 , R 2 , R 3 , or R 4 form, together with the phosphorus atom to which they are bonded, or the P—O-A-O—P group, a ring system; R 5 , R 6 , R 7 , and R 8 are identical or different and are H, C 1 -C 16 -alkyl, C 1 -C 16 -alkenyl, C 1 -C 16 -alkoxy, C 1 -C 16 -alkenoxy; R 9 , R 10 , R 11 , R 12 , R 13 are identical or different and are H, C 1 -C 16 -alkyl, C 1 -C 16 -alkenyl, C 6 -C 10 -aryl, C 6 -C 10 -aryl-C 1 -C 16 -alkyl, C 6 -C 10 -aryl-C 1 -C 16 -alkoxy; X 1 and X 2 are identical or different and are S or O; r and s are identical or different and are 0 or 1; X 3 , X 4 , X 5 , and X 6 are identical or different and are S or O, and n is a natural number from 1 to 50.

  将式(I)中的磷化合物用作阻燃剂，其中式(I)中符号的定义如下：A是以下组之一：Y是—P(═X2)SR3R4，H，直链或支链C1-C12-烷基，C5-C6-环烷基，C6-C12-芳基或苄基，其中最后四种提及的基团未取代或被来自C1-C4-烷基或C1-C4-烯基的一个或多个基团取代；R1、R2、R3和R4相同或不同，是氢、OH、C1-C16-烷基、C1-C16-烯基、C1-C16-烷氧基、C1-C16-烯氧基、C3-C10-环烷基、C3-C10-环烷氧基、C6-C10-芳基、C6-C10-芳氧基、C6-C10-芳基-C1-C16-烷基、C6-C10-芳基-C1-C16-烷氧基、SR9COR10、COOR11、CONR12R13或两个基团R1、R2、R3或R4与它们连接的磷原子一起形成，或P—O-A-O—P基团形成一个环系统；R5、R6、R7和R8相同或不同，是H、C1-C16-烷基、C1-C16-烯基、C1-C16-烷氧基、C1-C16-烯氧基；R9、R10、R11、R12、R13相同或不同，是H、C1-C16-烷基、C1-C16-烯基、C6-C10-芳基、C6-C10-芳基-C1-C16-烷基、C6-C10-芳基-C1-C16-烷氧基；X1和X2相同或不同，是S或O；r和s相同或不同，是0或1；X3、X4、X5和X6相同或不同，是S或O，n是1到50之间的自然数。